Illinois Treasure Hunt
Edited on May 16th, 2025: This is a post I originally wrote back in college. At the time, I wrote this post it was a way to cope with homesickness. While I cannot quite explain how this gave me a sense of comfort and connection back then, it did. You will just have to trust me on this one.
I was born and raised in Illinois. It is a place I called home for most of my life. While college took me on a journey, moving between Wisconsin, Illinois, and Texas, each with its own unique charm, Illinois (particularly my hometown) has always had a special place in my heart. But as one typically does, I eventually found my way back home.
With a warm welcome, I welcome you to Illinois! Whether you are a fellow Chicagoan, a Midwest explorer, or someone just looking for their next adventure, you are in the right place! Today, we are diving into all the things that make Illinois (and especially Chicago!) such an incredible place to visit, live, and, of course, eat your heart out. So, grab a snack, get comfy, and let us explore all the must-sees, must-eats, and must-do’s of the Land of Lincoln!
Now, let us get to the fun part! Whether you are a history buff, a nature lover, a shopping enthusiast, or just someone looking for an adventure, Illinois has something to offer for everyone. Here are some of the top attractions you will not want to miss within Chicago and its surrounding areas:
Iconic Landmarks & Historic Sites
Willis Tower (Once the tallest building in the world, now the tallest in Chicago)
Route 66 of Illinois (Where it all started)
Everything Abraham Lincoln: 1) Lincoln’s Home - National Historic Site (The only home he ever owned), 2) Lincoln’s Tomb and Monument (His final resting place includes his wife and three sons), 3) Lincoln’s New Salem - State Historic Site (A reconstructed 1830’s village where he lived and worked), 4) Lincoln’s Log Cabin - State Historic Site (Home of Abe’s father and stepmother)
Tribune Tower (Known for its Neo-Gothic architectural design)
Chicago Theater (First large movie palace in the U.S.)
Buckingham Fountain (One of the largest fountains in the world)
Cloud Gate aka “the Bean” (One of Chicago’s most recognized landmarks)
Chicago Water Tower (One of the few sites that survived the Great Chicago Fire of 1871)
Wrigley Field (Second oldest baseball stadium in Major League Baseball behind Fenway in Boston)
The Art Institute of Chicago (One of the oldest and largest art museums in the U.S.)
Pullman Historic District (National Monument showcasing 19th century company town planning and architecture)
Drake Hotel (Known for its classic architecture, elegance, and rich history)
Skyline Views & Architectural Wonders
The Rookery Building (known for its beautiful architecture and interior redesign by Frank Lloyd Wright)
The Monadnock Building (Known for being one of the tallest load-bearing brick buildings in the world), representing Chicago’s architecture Innovation)
Tribune Tower (Located on Michigan Avenue and right by the Chicago River. Part of the Chicago skyline and Magnificent Mile)
Willis Tower aka “Sears Tower” by Chicagoans (Tallest building in Chicago and used to be the tallest in the world, offering views of four states—Illinois, Indiana, Wisconsin, and Michigan on a clear day!)
John Hancock Building (One of Chicago’s most recognizable skyscrapers and has 360-degree view of Chicago)
Boat Architectural Tour (Unique view of Chicago’s famous skyline and showcases the city’s architecture history)
Aqua Tower (Known for its striking, wavy, undulating balconies)
875 North Michigan Avenue (formerly John Hancock Center) (Distinctive X-bracing exterior)
Marina City Towers (Iconic “Corn Cob” shaped twin towers on the riverfront)
Museums & Cultural Hotspots
Museum of Science & Industry (One of the largest science museums in the world, offering hands on exhibits for visitors of all ages)
The Art Institute of Chicago (World renowned art museum with extensive collections)
Museum of Contemporary Art Chicago (One of the largest contemporary art museums in the U.S.)
National Museum of Mexican Art (Located in the heart of Pilsen, one of the most prominent Latino cultural institutions in the U.S.)
Pilsen Murals (Shows vibrant street art and reflects the neighborhood’s Mexican heritage, community pride, and social history)
Shedd Aquarium (One of the oldest and most famous aquariums in the U.S.)
Chicago Cultural Center (Known for its beautifully stained glass domes and its art exhibits, music, free public events)
Field Museum (Exhibits on natural history, ancient civilizations, and anthropology)
DuSable Black History Museum and History Center (One of the oldest independent black history museums in the nation)
Chicago History Museum (Tells the story of Chicago)
Illinois Holocaust Museum & Education Center (Educational experience focused on the impact of the Holocaust)
Alder Planetarium (America’s first planetarium offering immersive space exhibits views of the city’s skyline)
Outdoor & Family-Friendly Fun
Brookfield Zoo (Offers interactive animal encounters, educational exhibits, fun activities for all ages)
Lincoln Park Zoo (Free exhibit with a wide variety of animals, interactive exhibits, scenic outdoor spaces for all ages)
Shedd Aquarium (Family-friendly destination that offers interactive exhibits, aquatic animals, and outdoor features including scenic lakefront views)
Navy Pier (Vibrant lakeside destination with family-friendly activities including the Ferris Wheel, Swings, interactive museums, and outdoor entertainment)
Grant Park (Features green areas, Buckingham Fountain, walking trails, seasonal events, Maggie Daley Park)
Maggie Daley Park (Features whimsical playgrounds, an ice-skating ribbon, climbing walls, mini golf, green space for outdoor fun)
Chicago Botanic Garden (A beautiful interactive and outdoor experience with gardens, nature play areas, family-friendly programs for visitors of all ages)
North Avenue Beach (The most popular beach in Chicago, featuring a ship-like building with a snack bar and performance space!)
The Chicago Riverwalk (Offers walking paths, public art, dining spots, and fun activities along the river)
Starved Rock State Park (Has scenic hiking trails, waterfalls, wildlife, trolley and boat tours)
Matthiessen State Park (There are scenic trails, waterfalls, creek walks, picnic areas)
Shawnee National Forest (Offers hiking, scenic rock formations, waterfalls, camping, wildlife watching, nature exploration)
Garden of the Gods (A family-friendly hiking trail with rock formations and picnic spots)
The Forge Adventure Park (Outdoor park with aerial courses, ziplines, paddlesports, kid zones, hiking, and year-round events)
Chain O’Lakes (Offers boating, fishing, horseback riding, camping, and year-round activities for all ages)
Six Flags Great America (Features rides, water attractions, kid-friendly areas)
Morton Arboretum (Has beautiful gardens, nature trails, tree houses, and educational programs for kids)
Chicago Lakefront Trail (Scenic multi-use trail along Lake Michigan, great for biking, walking, running, and family outings)
Shopping & Entertainment
Woodfield Mall (Premier shopping and entertainment destination with roughly 300 stores, paceman entertainment area, diverse range of dining options, and unique attractions)
Magnificent Mile (Along a 13 block stretch of Michigan avenue offers shopping, restaurants, hotels, views)
Area around Old Water Tower Place (shopping district with historic atmosphere)
Macy’s (formerly Marshall Field’s Building) (Historic department store with a rich shopping history)
Oakbrook Center (Outdoor shopping mall with upscale stores, dining, and family-friendly events year-round)
Fashion Outlets of Chicago (Featuring shopping, music, and entertainment)
Sports & Stadiums
Wrigley Field - Home of the Chicago Cubs (Major League Baseball)
Rate Field - Home of the Chicago White Sox (Major League Baseball)
Soldier Field - Home of the Chicago Bears (National Football League)
United Center - Home of the Chicago Blackhawks (National Hockey League) and Chicago Bulls (National Basketball Association)
Most Delicious Must-Try’s
Lou Malnati’s (Deep Dish or Thin Crust Pizza)
Giordano’s (Deep Dish Pizza)
The Weiner Circle (Chicago-Style Hot Dogs)
Superdawg Drive-In (Chicago-Style Hot Dogs)
35th Street Red Hots (Chicago-Style Hot Dogs)
Portillo’s (Hot Dogs, Beef Sandwiches, & Chocolate Cake Shake)
Getting From Place to Place
Elevated Train (above ground as well as Subway) referred by most of us as “the L” has several lines, each of them color coded: Red line, Blue Line, Green Line, Brown Line, Orange Line, Pink Line, Purple Line, and Yellow Line
Metra Train (Used to ride in or out of city to suburbs. Various tracks including: Union Pacific North, Milwaukee District North, North Central Service, Union Pacific Northwest, Milwaukee District West, Union Pacific West, BNSF Railway, Heritage Corridor, Southwest Service, Rock Island District, Metric Electric District)
Chicago Transit Authority (CTA) Buses
Free Trolley System
Taxi’s
Ride Share options (Uber, Lyft)
Divvy Bikes
While this list highlights some of the best spots Illinois has to offer, I also have my own memories tied to many of these places. Some were escapes when I needed a break, while others became traditions or unexpected adventures. Let me take you beyond the list and share some of my favorite Illinois experiences. Moments that made this state feel like home.
Growing up, some of my fondest memories were spent along Chicago’s iconic lakefront. North Avenue Beach was a favorite spot of mine. I remember playing in the sand, feeling the cool breeze from Lake Michigan, and watching the waves roll in. Another staple was Lincoln Park Zoo, a magical place for a child (made even more magical because it is free!).
When I was very young, I would be pulled along the lakeshore path in a bike carrier, catching glimpses of the city skyline and lush greenery. Though those early memories are a bit hazy, I have since re-visted as an adult, and I am always struck by how beautifully designed the area is. For those who may not know, much of the land closest to Lake Michigan’s shores is public and remains so to this day. It is a testament to the city’s commitment to keeping these breathtaking views accessible to everyone. Chicago’s dedication to public spaces does not end there. The city also embraces creativity through its Tree Art Program, where dead trees are transformed into stunning art pieces by local artists. It is a beautiful blend of nature and art, making even the city’s greenery a canvas of creativity.
Meanwhile, one of Chicago’s best-kept secrets hides is steps away from the hustle of the city and it is actually two serene spots in one. At the south entrance of Lincoln Park Zoo, you will find the Ulysses S. Grant statue overlooking a beautiful landscape wrapped around a peaceful pond. It is the kind of place that invites you to slow down, breathe, take it all in from the water to the wildlife to the quiet charm that makes you forget you are in the city. I know this spot well as I used to frequent the park spending countless hours there. By admiring the turtles, striking up conversations with strangers, and simply soaking up the beauty around me. There is something grounding about that place. It is quiet, steady, easy to fall in love with.
But the true hidden gem? Just north of the zoo, behind a fence and unassuming shrubbery is the Alfred Caldwell Lily Pond. Step through the gate and you are instantly transported into what feels like an enchanted forest. With stone paths and native plants surrounding a serene lily-pad covered pond, it is a slice of tranquility in the middle of Chicago. Though just off a busy street, this remains incredibly peaceful. It is like a pocket of stillness that feels sacred. Whether you are a local or a visitor, it is a place that invites reflection, quiet conversation, or simply a moment of awe. While it may be just a park, it is a reminder that even in a busy, bustling city, wonder can still be found when you wander.
Now not every great memory has to come with perfect weather. One cool, cloudy day, a friend and I decided to head to North Avenue Beach. It probably was not the most ideal beach day by most standards. But maybe it was those low expectations that set the stage for something unforgettable.
What started as a simple trip quickly turned into a spontaneous adventure. With hardly anyone around, we turned the empty beach into our stage by belting out songs in our own little concert and snapping photos like it was our personal photoshoot. The best part? It all happed in the rain. Most people were busy elsewhere, but we were there, laughing and dancing beneath the gray sky, making a memory out of a moment most would have avoided.
While there are countless more experiences I could share, each with its own story and charm, we would be here forever. What started as a blog post would quickly turn into a novel. But my journey does not end in Illinois. Over the course of my life, I have also lived in Wisconsin, Illinois, and Texas. Each with its own personality, culture, and unforgettable moments. Illinois may be where my story began, but these other states also left their mark on me.
Let us take a look at how they compare. Such as, what makes each state unique, the adventures they offer, and the memories they have given me.
Scenery & Nature
While Illinois may not be Minnesota with its 10,000 lakes, that did not stop me from spending countless hours swimming, boating, and floating on the waters scattered across the state. Some of my earliest memories are of wading into cool lake waters, feeling gentle waves lap against me, or watching the sun shimmer across the surface from the safety of a boat.
Illinois is known as one of the flattest states in the United States, where cornfields seem to stretch endlessly, and farms dominate the landscape. But within the Chicagoland area, a different story unfolds. Twisting riverbeds carve through the suburbs, creating gentle valleys that showcase a mix of bustling downtown areas and quiet residential neighborhoods. Hidden among them are untouched forest preserves, perfectly shady spots for a peaceful reprieve. Stepping into one feels like entering a different world, where the songs of birds replace city noise and sunlight filters softly through the leaves. It is a place to wander, breathe, and take in beauty that is often missed.
But, for me, my favorite way to enjoy Illinois’ great outdoors has always been the water. Whether it is the quiet peace of swimming alone or the thrill of of tubing with friends, there’s something unforgettable about these moments with the sunlight dancing on the waves to the cool water beneath me, and a feeling of pure freedom. There is nothing that quite compares.
Weather & Seasons
Before you plan a visit, there are a few things you should know about Illinois weather. We experience all four seasons, even though lately, thanks to global warming or something else entirely, our winters haven’t been quite as harsh. Spring is a bit of a wildcard. A mix of warm sunshine and chilly winds, with the occasional downpour or thunderstorms. Some years, we even brace for tornado warnings, the sky turning an eerie green before the storm. Summer, if we’re lucky, is a bale of hot, sunny days and refreshing breezes rolling off of Lake Michigan. It’s the season of beach trips, outdoor festivals, and warm nights where the city skyline glows off in the distance.
Fall is nothing short of magical. The air turns crisp, and trees burst into a palette of red, orange, green, and yellow. It’s a time for cozy sweaters, pumpkin patches, corn mazes, and walks through parks blanketed in colorful leaves. Then, there’s winter. A season that can be as beautiful as it is brutal. We’ve seen the worst of it, like the Great Blizzard of 2011, which left cars stranded along Lake Shore Drive, and those bone-chilling days when the wind chill plummets. While the East Coast might get buried in snow, here, it’s the fierce, below-zero temperatures that test us.
I still remember my last year of high school when we had so many snow days that we had to make some of them up. What started as a series of unexpected days off turned into the frustration of extending the school year into June. Snow days were a gift while they lasted but paying for them with extra classes at the end of the school year wasn’t quite as fun.
City vs. Small Towns
While I don’t have much experience living in a true small town, the suburb I grew up in is technically its own city, with a population of around 150,000. With traffic, it’s quite a drive into the city of Chicago—still doable—just time-consuming with at least a 45 minute drive. Meanwhile, Chicago is home to over two million people.
Living in the suburbs felt like having the best of both worlds. I enjoyed the convenience of being able to quickly drive to grab groceries, food, or gas, while also being just a short drive from peaceful, open country roads. In contrast, the city is all about walkability. You can explore Chicago on foot, with shops, restaurants, and parks just steps away, no car needed.
For a while, I felt like Chicago was too big of a city for me. Though I’ve since learned how to drive and navigate downtown, I still prefer staying away from the most congested areas. It just makes life easier and less stressful. As someone who loves driving without any particular destination in mind, downtown isn’t exactly ideal. Sometimes, it can take an half hour just to travel four blocks, and in the suburbs, that’s rarely an issue.
But no matter where I am, whether in the city or the suburbs, the ket is finding what makes you happy. For me, that’s nature. Whether it is a quiet park, a peaceful forest preserve, or a serene drive through the countryside. And when it comes to food and local cuisines, Illinois has no shortage of delicious options that allow me to explore both urban and suburban delights, each with its own unique flavor.
Food and Local Cuisine
When it comes to food and local cuisine, where I grew up has a strong Mexican influence, with several, popular Mexican restaurants. Over time, popular food chains have also popped dup, giving the area a mix of familiar favorites and authentic flavors.
Chicago, on the other handmade is a food lover’s paradise with a little bit of everything for everyone. Whether you’re craving deep-dish pizza, classic Chicago-style hot dogs, or international cuisine from every corner of the globe, it’s all just a short walk or quick drive away.
Take sushi, for example. It’s a relatively new favorite of mine. Something I didn’t really try until the past five years. My favorite spot is about 2-30 minutes away, but in Chicago, sushi places are everywhere, often just a few miles apart. The city’s endless options make it east to explore new tastes without going far.
Of course, not every dining experience is a hit. I still remember the excitement when a new chain restaurant opened in my hometown. Like most people, I was eager to try it out. I went with a family member, and though there was a short wait to get seated, it felt normal. We settled in, scanned the menu, placed our orders, and got so caught up in conversation that we lost track of time.
It wasn’t until I glanced around that I realized how crowded it had become. Every table was filled, and I overheard the host telling new arrivals that they weren’t accepting any more customers. This wasn’t a high-end, reservation-only spot. It was a casual dine-in restaurant. Yet, something was clearly off. Most tables, including ours, were still waiting for their food.
I don’t remember exactly how long we waited. More so, just the whole experience felt like a letdown. The food finally came, but it didn’t live up to the hype. Still, hoping it was just an off day, I gave it another shot a few weeks later. That time, I ordered their speciality pancakes except they arrived missing most of their main ingredients.
Needless to say, the restaurant didn’t last long. It was a reminder that even in a place known for its food, not every spot can deliver.
But for every disappointing experience, there are plenty of great ones. Recently, someone I know visited one of our favorite resutrants with a friend. After ordering their food, she suddenly remembered she wanted a churro but forgot to ask. To her surprise, the staff gave it to her free or charge. It was such a small gesture, but it left a big impression. A reminder of how kindness can make even a simple meal memorable. In fact, I’ve been fortunate to have many pleasant dining experiences. From discovering hidden gems to enjoying familiar favorites, Illinois has a way of offering something delicious for every craving.
People and Culture
When it comes to the people and culture of Illinois, especially around Chicago, one thing stands out, the hardworking, blue-collar resilience. Many people work in faced-paced environments, whether in bustling restaurants, construction sites, factories, or corporate offices. It’s a place where hard work is the norm and staying busy is a way of life.
Visitors sometimes say that people in and around Chicago aren’t the friendliest, but I think that’s a bit misunderstood. We tend to be more reserved, keeping to ourselves, but that doesn’t mean we’re unkind. In my experience, people here are willing to help if you ask.
There have been a few times when strangers stopped me to ask for directions, and I was happy to help them as best as I could. Likewise, whenever I’ve found myself lost or needing assistance, I’ve always been met with kindness. We may not be as forth-coming, as in some other places, but there’s a quiet willingness to lend a hand.
At the same time, we’re focused on where we need to be, head down, moving with purpose. It’s a place that values hard work, but beneath the fast-paced exterior, there’s a sense of community that shows itself in those small, meaningful moments.
Adventures & Hidden Gems
Adventures and hidden gems are around every corner in Illinois, from sun-soaked beaches and a free zoo to the mysterious underground tunnels beneath the city. While I’ve touched on a few of these already there are so many more experiences waiting to be had. For me, the real treasure lies in the museums. Wandering through galleries, I love letting the artwork speak to me, offering clarity, sparking inspiration, or simply providing a moment of quiet reflection. Among my favorites is the Art Institute of Chicago, where masterpieces from around the world are just a room away.
But it’s not just about art. The Museum of Science and Industry is another must-visit. It’s a place where curiosity comes to life, with hands-on exhibits that make learning fun for all ages. I’ve always loved how interactive it is whether you’re exploring a simulated tornado, stepping into a coal mine, or marveling at the model trains. And then, an honorable mention, goes to the Wndr Museum. Unlike traditional museums, it’s filled with colorful, photographic backdrops perfect for creating conversation pieces or capturing creative phots. It’s a space where art and technology meet, making it an unforgettable experience.
Personal Growth & Change
Looking back on my time in Illionis, it’s clear that this state has been more than just a place I’ve lived. It’s been a backdrop for my personal growth and transformation. From the bustling streets of Chicago to the quieter suburbs, every experience has shaped me in some way.
Growing up here taught me the value of resilience. Whether it was navigating snowy winters that tested my patience or learning to embrace the fast-paced city life without losing my sense of calm, I became more adaptable. I learned how to balance the energy of a big city with the peace of nature, discovering that I could find beauty in both.
Illinois has also shown me the importantance of exploration. I’ve wandered through forest preserves, felt the thrill of hidden tunnels, and stood in awe of world-renowned art. Each adventure gave me a sense of curiosity and wonder, reminding me that there’s always something new to learn, even in familiar places.
But perhaps most importantly, living here has taught me about connection. I’ve met people from all walks of life, some who passed through for just a moment, and others who became lifelong friends. I’ve seen kindness in strangers, found inspiration in shared stories, and learned that even in a fast-paced world, a simple gesture can make a lasting impact.
While I may have moved around, living in both Wisconsin and Texas, Illinois won’t ever be forgotten. It will always remain as my home sweet home, no matter the distance. Illinois is the place that first taught me about the world and about myself. The other places just followed.
A Few Final Notes
Here are a few things you should know as they’re important:
While the Willis Tower, may be its official name, to most of us, it will always be the Sears Tower. So, to make it easier for everyone, just call it that.
When someone mentions “LSD,” don’t be alarmed, they’re talking about Lake Shore Drive, the scenic highway that hugs the shores of Lake Michigan.
And one last thing, Chicago has a reputation for being a clean city. Let’s keep it that way.
Rate Field, home of the Chicago White Sox, has had various names over the years, but is most known to Chicagoans as Comiskey Park
Underground Tunnel System (Built during the 1950’s meant to shield pedestrians from harsh weather, it connects more than 40 downtown blocks of underground tunnels and overhead walkways)
Rock N’Roll McDonald’s (No longer open but it was an iconic and historic landmark known for its unique music memorabilia and vibrant atmosphere in the fast food and entertainment history. It was demolished in 2017.
Final Thoughts
As I wrap up my reflections on Illinois, i’m reminded of why I chose the title “State to State” for this series. Each place I’ve lived—Illinois, Wisconsin, and Texas—has been more than just a dot on the map. They’ve each been chapters in my story, shaping who I am and how I see the world.
Illinois was my starting point, the place where I grew up, explored hidden gems, and experiences seasons of change both in the weather and in myself. But the journey doesn’t end here. Next, I’ll take you along to Wisconsin, where new adventures awaited, and then to Texas, where a different kind of growth began.
From state to state, I’ve learned that each place has its own rhythm, beauty, and lessons. I can’t wait to share the next chapters of this journey with you.
As a signature of my blog, I’d like to end this post with a suggestion to “Pass on kindness.” There’s no time like the present to Inspire Those Who Inspire You. Acts of kindness, no matter how big or small, can have a direct, positive impact on someone else. Go out there today and change someone’s life for the better!
***These are my personal opinions and may not be those of my employer.***